Brilliantly Wrong: Marketing, Mastery, and Startup Growth

Accelerating Revenue Growth through High-Trust Leadership with Amber Winter


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In this episode, Alex Stonehouse sits down with Amber Winter, former CEO of Web Courseworks and current Chief Revenue Officer at SuiteDynamics, to explore how trust-based leadership drives sustainable business growth. From scaling a company from $3M to $9M in annual revenue to successfully leading a business through a merger, Amber shares her unique journey across marketing, sales, and executive leadership positions. She reveals how transparent communication, deliberate delegation, and strategic team-building create the foundation for accelerated revenue growth.

  • Amber's transition from aspiring veterinarian to marketing professional and eventual CEO

  • How focusing on recurring revenue helped Web Courseworks triple in size

  • The challenges and rewards of building an executive leadership team

  • Navigating company acquisition while prioritizing both clients and employees

  • Balancing perfectionism with progress in a growth environment

  • Creating complementary leadership dynamics that amplify company strengths

  • Leveraging professional services expertise to build stronger software products

...more
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Brilliantly Wrong: Marketing, Mastery, and Startup GrowthBy Alex Stonehouse